Przeciwwirusowe działanie triterpenoidów roślinnych

• Authors: Michał Plakwicz , Wirginia Janiszowska

Title variants

EN

Antiviral activity of plant triterpenoid

• Languages of publication: PL EN

Abstracts

EN

One of the most interesting groups of secondary plant compounds are penta- and tetracyclic triterpenoids and their glycosides and glycosidoesters. They have a wide spectrum of pharmaceutical activities such as anti-inflammatory, anti-tumor, anti-mutagenic, cytotoxic, anti-hepatotoxic, anti-diabetic, antibacterial etc. This review summarises studies on antiviral activity of triterpenoids and their natural and synthetic derivatives. Possible mechanisms of pharmacological effects on human immunodeficiency virus (HIV) and herpes simplex virus type 1 (HSV-1) as well as the prospects for future applications of these compounds are discussed.

• Journal: Kosmos
• Year: 2008
• Volume: 57
• Issue: 3-4
• Pages: 351-361

Dates

published

2008

Contributors

author

Michał Plakwicz

• Zakład Biochemii Roślin, Instytut Biochemii, Uniwersytet Warszawski, Miecznikowa 1, 02-096 Warszawa, Polska

author

Wirginia Janiszowska

• Zakład Biochemii Roślin, Instytut Biochemii, Uniwersytet Warszawski, Miecznikowa 1, 02-096 Warszawa, Polska

References

• Aiken C., Chen C. H., 2005. Betulinic acid derivatives as HIV-1 antivirals. Trends Mol. Med. 11, 31-36.
• Akihisa T., Wijeratne E.m.k., Tokuda H., Enjo F., Toriumi M., Kiura Y., Koine K., Nikaido T., Tezuka Y., Nishino H., 2002. Eupha-7,9(11),24-trien-3β-ol ('Antiquol C') and other triterpenes from Euphorbia antiquorum latex and their inhibitory effects on Epstein-Barr virus activation. J. Nat. Prod. 65, 158-162.
• Akihisa T., Tokuda H., Ukiya M., Suzuki T., Enjo F., Koike K., Nikaido T., Nishino H., 2004. 3-Epicabraleahydroxylactone and other triterpenoids from camellia oil and their inhibitory effects on Epstein-Barr virus activation. Chem. Pharm. Bull. 52, 153-156.
• Alakurtti S., Mäkelä T., Koskimes S., Yli-kauhaluoma J., 2006. Phamacological properties of the ubiquitous natural product betulin. Eur. J. Pharm. Sci. 29, 1-13.
• Baltina L. A., Flekhter O. b., Nigmatullina L. R., Boreko E. I., Pavlova N. L., Nikolaeva S. N., Savinova O. V., Tolstikov G. A., 2003. Lupane triterpenes and derivatives with antiviral activity. Bioorg. Med. Chem. Lett. 13, 3549-3552.
• Barquero A. A., Michelini F. M., Alche L. E., 2006. 1-Cinnamoyl-3,11-dihydroxymeliacarpin is a natural bioactive compound with antiviral and nuclear factor-κB modulating properties. Bioch. Biophys. Res. Comm. 344, 955-962.
• Chojnicka I., Janiszowska W., 2007. Przeciwnowotworowe działanie roślinnych triterpenoidów: kwasu oleanolowego i ursolowego oraz ich pochodnych. Kosmos 56, 276-277.
• Collier L., Oxford J., 2001. Wirusologia. PZWL, Warszawa.
• Flekhter O. B., Boreko E. I., Nigmatullina L. R., Tret'yakova E. V. Pavlova N. I., Baltina L. A., Nikolaeva S. N., Savinova O. V., Galin F. Z., Tolstikov G. A., 2003. Synthesis and antiviral activity of ureides and carbamates of betulinic acid and its derivatives. Russ. J. Bioorg. Chem. 29, 655-661.
• Gong Y., Raj K. M., Luscombe C. A., Gadawski I., Tam T., Chu J., Gibson D., Carlson R., Sacks S. L., 2004. The synergistic effect of betulin with acyclovir against herpes simplex viruses. Antivir. Res. 64, 127-130.
• Goździcka-józefiak A., 2004. Wirusologia molekularna. Wydawnictwo Naukowe Uniwersytetu im. Adama Mickiewicza w Poznaniu, Poznań.
• Huang L., Chen C. H., 2002. Molecular targets of anti-HIV-1 triterpenes. Curr. Drug Targets Infect. Disord. 2, 33-36.
• Ikeda T., Yokomizo K., Okawa M., Tsuchihashi R., Kinjo J., Nohara T., Uyeda M., 2005. Anti-herpes virus type 1 activity of oleanane-type triterpenoids. Biol. Pharm. Bull. 28, 1779-1781.
• Ito M., Nakashima H., Baba M., Pauwels R., De Clercq E., Shigeta S., Yamamoto N., 1987. Inhibitory effect of glycyrrhizin on the in vitro infectivity and cytopathic activity of the human immunodeficiency virus [HIV (HTLV-III/LAV)]. Antivir. Res. 7, 127-137.
• Kączkowski J., 1992. Biochemia roślin, t.1 i 2. PWN, Warszawa.
• Kim. M., Kim. S. K., Park B. N., Lee K. H., Min G. H., Seoh J. Y., Park C. G., Hwang E. S., Cha C. Y., Kook Y. H., 1999. Antiviral effects of 28-deacetylsendanin on herpes simplex virus-1 replication. Antivir. Res. 43, 103-112.
• Kohlmünzer S., 1998. Farmakognozja. PZWL, Warszawa.
• Nowa Encyklopedia Powszechna, 1995. PWN, Warszawa.
• malepszy S., 2004. Biotechnologia roślin. PWN, Warszawa.
• Pavlova N. I., Savinova O. V., Nikolaeva S. N., Boreko E. I., Flekhter O. B., 2003. Antiviral activity of betulin, betulinic and betulonic acids against some enveloped and nonenveloped viruses. Fitoterapia 74, 489-492.
• Shen Y. C., Lin Y. C., Chiang M. Y., Yeh S. F., Cheng Y. B., Liao C. C., 2005. Kadsuphilactones A and B, two new triterpene dilactones from Kadsura philippinensis. Org. Lett. 7, 3307-3310.
• Simões C. M. O., Amoros M., Girre L., 1999. Mechanism of antiviral activity of triterpenoid saponins. Phytot. Res. 13, 323-328.
• Singh S. B., Ondeyka J. G., Schleif W. A., Felock P., Hazuda D. J., 2003. Chemistry and structure-activity relationship of HIV-1 integrase inhibitor integracide B and related natural products. J. Nat. Prod. 66, 1338-1344.
• Tanaka R., Kasabuchi K., Kita S., Tokuda H., Nishino H., Matsunaga S., 2000. Bioactive steroids from the whole herb of Euphorbia chamaesyce. J. Nat. Prod. 63, 99-103.
• Taniguchi S., Imayoshi Y., Kobayashi E., Takamatsu Y., Ito H., Hatano T., Sakagami H., Tokuda H., Nishino H., Sugita D., Shimura S., Yoshida T., 2002. Production of bioactive triterpenes by Eriobotrya japonica calli. Phytochemistry 59, 315-323.
• Tuchinda P., Pompimon W., Reutrakul V., Pohmakotr M., Yoosok C., Kongai N., Sophasan S., Sujarit K., Upathum S. e., Santisuk T., 2002. Cytotoxic and anti-HIV-1 constituents of Gardenia obtusifolia and their modified compounds. Tetrahedron 58, 8073-8086.
• Ukiya M., Akihisa T., Tokuda H., Toriumi M., Mukainaka T., Banno N., Kiura Y., Hasegawa J., Nishino H., 2002. Inhibitory effects of cucurbitane glycosides and other triterpenoids from the fruit of Momordica grosvenori on Epstein-Barr virus early antigen induced by tumor promoter 12-O-tetradecanoylphorbol-13-acetate. J. Agric. Food Chem. 50, 6710-6715.
• Ukiya M., Akihisa T., Tokuda H., Koine K., Takayasu J., Okuda H., Kiura Y., Nikaido T., Nishino H., 2003. Isolation, structural elucidation and inhibitory effects of terpenoid and lipid constituents from sunflower pollen on Epstein-Barr virus early antigen induced by tumor promoter, TPA. J. Agric. Food Chem. 51, 2949-2957.
• Yu D., Morris-natschke S. L., Lee K. H., 2007. New developments in natural products-based anti-AIDS research. Med. Res. Rev. 28, 108-132.